Literature DB >> 27192447

SnAP-eX Reagents for the Synthesis of Exocyclic 3-Amino- and 3-Alkoxypyrrolidines and Piperidines from Aldehydes.

Michael U Luescher1, Jeffrey W Bode1.   

Abstract

SnAP-eX (tin amine protocol, exocyclic heteroatoms) reagents allow the single-step transformation of aldehydes and ketones into 2,3-disubstituted pyrrolidines and piperidines containing exocyclic amine or alkoxy groups. These saturated N-heterocycles are of importance in modern drug discovery approaches and are prepared in moderate yields using an operationally simple protocol that is compatible with a range of functional groups and heterocyclic aldehydes.

Entities:  

Year:  2016        PMID: 27192447     DOI: 10.1021/acs.orglett.6b01099

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  3 in total

1.  Photoredox Radical/Polar Crossover Enables Construction of Saturated Nitrogen Heterocycles.

Authors:  Loïc R E Pantaine; John A Milligan; Jennifer K Matsui; Christopher B Kelly; Gary A Molander
Journal:  Org Lett       Date:  2019-03-12       Impact factor: 6.005

2.  Lewis Acid Induced Toggle from Ir(II) to Ir(IV) Pathways in Photocatalytic Reactions: Synthesis of Thiomorpholines and Thiazepanes from Aldehydes and SLAP Reagents.

Authors:  Sheng-Ying Hsieh; Jeffrey W Bode
Journal:  ACS Cent Sci       Date:  2016-12-29       Impact factor: 14.553

3.  Readily accessible sp3-rich cyclic hydrazine frameworks exploiting nitrogen fluxionality.

Authors:  Conor Dean; Sundaram Rajkumar; Stefan Roesner; Nessa Carson; Guy J Clarkson; Martin Wills; Matthew Jones; Michael Shipman
Journal:  Chem Sci       Date:  2020-01-02       Impact factor: 9.825

  3 in total

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